EP2243364B1 - Selective heteroaryloxy-acetamide-based herbicides - Google Patents
Selective heteroaryloxy-acetamide-based herbicides Download PDFInfo
- Publication number
- EP2243364B1 EP2243364B1 EP10158917.4A EP10158917A EP2243364B1 EP 2243364 B1 EP2243364 B1 EP 2243364B1 EP 10158917 A EP10158917 A EP 10158917A EP 2243364 B1 EP2243364 B1 EP 2243364B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- active compound
- group
- plants
- active
- acetamide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
Definitions
- the invention relates to novel selective herbicidal, synergistic active ingredient combinations which consist of a known heteroaryloxy-acetamide on the one hand and a known, herbicidally active compound and optionally the crop-compatibility-improving compounds on the other hand and can be used with particular success for selective weed control in various crops ,
- Heteroaryloxyacetamides are as strong, especially effective against monocot weeds herbicides subject of a number of patent applications (see. EP-A 5501 . EP-A 18497 . EP-A 29171 . EP-A 94514 . EP-A 100044 . EP-A 100045 . EP-A 161602 . EP-A 195237 . EP-A 348734 . EP-A 348737 . DE-A 4317323 ). However, the activity of these compounds and / or their tolerance to crops are not always entirely satisfactory.
- a known active compound from the series of heteroaryloxy-acetamides when combined with a known herbicidally active compound and optionally the crop-compatibility-improving compounds pronounced synergistic effects the anti-weed activity and / or significantly improves the crop plant tolerance and particularly advantageous as a broad effective combination preparation for the selective control of weeds in crops, such as cotton, barley, corn, potatoes, rapeseed, rice, soy, sunflower, wheat and Sugarcane can be used.
- the active substance of group 2 can be assigned to its chemical structure according to the following class of drugs:
- Imidazolinones e.g., imazamox.
- the above-defined active compound combinations of heteroaryloxy-acetamide and the active ingredient of group 2 with largely good crop tolerance have a particularly high herbicidal activity and in various crops, especially in barley, potatoes, corn, rice, Soya and wheat can be used for the selective control of monocotyledonous and dicotyledonous weeds and that they can also be used to control monocotyledonous and dicotyledonous weeds in the semi-non-selective range.
- the herbicidal activity of the active compound combinations according to the invention is considerably higher than the sum of the effects of the individual active compounds.
- the new drug combinations are well tolerated in many cultures, with the new drug combinations also fight otherwise difficult to control weeds well.
- the new drug combinations thus represent a valuable enrichment of the herbicides.
- the synergistic effect of the active compound combinations according to the invention is particularly pronounced in certain concentration ratios.
- the weight ratios of the active ingredients in the drug combinations can be varied in relatively large ranges.
- 1 part by weight of active compound of group 1 accounts for 0.01 to 1000 parts by weight, preferably 0.02 to 500 parts by weight and more preferably 0.05 to 100 parts by weight of active compound of group 2.
- plants and parts of plants can be treated.
- plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
- Crop plants may be plants produced by conventional breeding and optimization methods or by biotechnology and genetic engineering methods or combinations of these methods can be obtained, including the transgenic plants and including the plant varieties protectable or non-protectable plant varieties.
- Plant parts are to be understood as meaning all aboveground and underground plant parts and organs of the plants, such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
- the plant parts also include vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
- the treatment according to the invention of the plants and plant parts with the active ingredients is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, spreading, spreading and in propagation material, in particular in the case of seeds, by single or multilayer coating.
- plants obtained by biotechnological and genetic engineering methods or by a combination of these methods are those plants which tolerate so-called 4-HPPD, EPSP and / or PPO inhibitors, e.g. Acuron plants.
- the active compound combinations to be used according to the invention can be used both in conventional cultivation methods (row crops with suitable row width) in plantation crops (eg wine, fruit, citrus) as well as in industrial and track systems, on paths and squares, but also in stubble treatment and minimum tillage methods become. They are also suitable as Abbrenner (Krautabtötung eg in potatoes) or as Defoliantien (eg in cotton). Furthermore, they are suitable for use on fallow land. Other fields of application are nurseries, forestry, grassland and ornamental plants.
- the active compound combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, active substance-impregnated natural and synthetic substances and ultrafine encapsulations in polymeric substances.
- formulations are prepared in a known manner, e.g. by mixing the active compounds with extenders, ie liquid solvents and / or solid carriers, if appropriate using surface-active agents, ie emulsifiers and / or dispersants and / or foam-forming agents.
- Suitable liquid solvents are essentially: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g.
- Petroleum fractions mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
- alcohols such as butanol or glycol and their ethers and esters
- ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
- strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
- Suitable solid carriers are: For example, ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic minerals, such as finely divided silica, alumina and silicates, as solid carriers for granules in question: eg broken and fractionated natural rocks such Calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, coconut shells, corn cobs and tobacco stalks; as emulsifying and / or foam-producing agents come into question: eg nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates
- Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids may be used in the formulations.
- Other additives may be mineral and vegetable oils.
- Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
- inorganic pigments e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
- the formulations generally contain between 0.1 and 95% by weight of active ingredients, preferably between 0.5 and 90%.
- the active compound combinations according to the invention are generally used in the form of ready-to-use formulations.
- the active substances contained in the active ingredient combinations can also be mixed in individual formulations in the application, i. in the form of tank mixes are used.
- novel drug combinations can continue to be used as such or in their formulations in admixture with other known herbicides, which in turn finished formulations or tank mixes are possible.
- a mixture with other known active ingredients such as fungicides, insecticides, acaricides, nematicides, bird repellants, growth factors, plant nutrients and soil conditioners is also possible.
- plant-compatible mineral or vegetable oils eg the commercial preparation "Oleo DuPont 11E”
- ammonium salts such as ammonium sulfate or ammonium thiocyanate.
- novel drug combinations can be used as such, in the form of their formulations or the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules.
- the application is done in the usual way, e.g. by pouring, spraying, spraying, dusts or spreading.
- the active compound combinations according to the invention can be applied before and after the emergence of the plants, that is, in the pre-emergence and postemergence process. They can also be incorporated into the soil before sowing.
- a synergistic effect is always present in herbicides if the herbicidal action of the active ingredient combination is greater than that of the individual active substances applied.
- the combination is over-additive in its effect, that is, it shows a synergistic effect.
- the active ingredient combinations of the present invention have the property that their herbicidal activity found is stronger than calculated, that is, the new active ingredient combinations act synergistically.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Description
Die Erfindung betrifft neue selektiv-herbizide, synergistische Wirkstoffkombinationen, die aus einem bekannten Heteroaryloxy-acetamid einerseits und einer bekannten, herbizid wirksamen Verbindung und gegebenenfalls die Kulturpflanzen-Verträglichkeit verbessernden Verbindungen andererseits bestehen und mit besonders gutem Erfolg zur selektiven Unkrautbekämpfung in verschiedenen Nutzpflanzenkulturen verwendet werden können.The invention relates to novel selective herbicidal, synergistic active ingredient combinations which consist of a known heteroaryloxy-acetamide on the one hand and a known, herbicidally active compound and optionally the crop-compatibility-improving compounds on the other hand and can be used with particular success for selective weed control in various crops ,
Heteroaryloxyacetamide sind als starke, besonders gegen monokotyle Unkräuter wirksame Herbizide Gegenstand einer Reihe von Patentanmeldungen (vgl.
Weiter sind Wirkstoffkombinationen aus Heteroaryloxy-acetamiden und anderen herbizid wirksamen Verbindungen zum Erzielen einer synergistischen Wirkung (vgl.
Überraschenderweise wurde nun gefunden, dass ein bekannter Wirkstoff aus der Reihe der Heteroaryloxy-acetamide bei gemeinsamer Anwendung mit einer bekannten herbizid wirksamen Verbindung und gegebenenfalls die Kulturpflanzen-Verträglichkeit verbessernden Verbindungen ausgesprochen synergistische Effekte hinsichtlich der Wirkung gegen Unkräuter zeigt und/oder die Kulturpflanzen-Verträglichkeit signifikant verbessert und besonders vorteilhaft als breit wirksames Kombinationspräparat zur selektiven Bekämpfung von Unkräutern in Nutzpflanzenkulturen, wie z.B. in Baumwolle, Gerste, Mais, Kartoffeln, Raps, Reis, Soja, Sonnenblumen, Weizen und Zuckerrohr verwendet werden kann.Surprisingly, it has now been found that a known active compound from the series of heteroaryloxy-acetamides when combined with a known herbicidally active compound and optionally the crop-compatibility-improving compounds pronounced synergistic effects the anti-weed activity and / or significantly improves the crop plant tolerance and particularly advantageous as a broad effective combination preparation for the selective control of weeds in crops, such as cotton, barley, corn, potatoes, rapeseed, rice, soy, sunflower, wheat and Sugarcane can be used.
Gegenstand der Erfindung sind selektiv-herbizide Mittel, gekennzeichnet durch einen wirksamen Gehalt an einer Wirkstoffkombination bestehend aus
- (a) Verbindung N-i-Propyl-N-(4-fluor-phenyl)-α-(5-trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet)
("Wirkstoff der Gruppe 1") und - (b) der Verbindung 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5- (methoxymethyl)-3-pyridincarbonsäure (Imazamox)
("Wirkstoff der Gruppe 2").
- (a) Compound Ni-Propyl-N- (4-fluoro-phenyl) -α- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) -acetamide (Flufenacet)
("Group 1 drug") and - (b) the compound 2- [4,5-dihydro-4-methyl-4- (1-methylethyl) -5-oxo-1H-imidazol-2-yl] -5- (methoxymethyl) -3-pyridinecarboxylic acid (Imazamox )
("Group 2 drug").
Der Wirkstoff der Gruppe 1 ist in den oben angegebenen Patentanmeldungen bzw. Patentschriften beschrieben.The active substance of group 1 is described in the above-mentioned patent applications or patents.
Der Wirkstoff der Gruppe 2 kann seiner chemischen Struktur entsprechend folgender Wirkstoffklasse zugeordnet werden:The active substance of group 2 can be assigned to its chemical structure according to the following class of drugs:
Es wurde nun überraschend gefunden, dass die oben definierten Wirkstoffkombinationen aus Heteroaryloxy-acetamid und dem Wirkstoff der Gruppe 2 bei weitgehend guter Nutzpflanzen-Verträglichkeit eine besonders hohe herbizide Wirksamkeit aufweisen und in verschiedenen Kulturen, insbesondere in Gerste, Kartoffeln, Mais, Reis, Soja und Weizen zur selektiven Bekämpfung von monokotylen und dikotylen Unkräutern verwendet werden können und dass sie auch zur Bekämpfung von monokotylen und dikotylen Unkräutern im semi- und nicht-selektiven Bereich verwendet werden können.It has now surprisingly been found that the above-defined active compound combinations of heteroaryloxy-acetamide and the active ingredient of group 2 with largely good crop tolerance have a particularly high herbicidal activity and in various crops, especially in barley, potatoes, corn, rice, Soya and wheat can be used for the selective control of monocotyledonous and dicotyledonous weeds and that they can also be used to control monocotyledonous and dicotyledonous weeds in the semi-non-selective range.
Überraschenderweise ist die herbizide Wirksamkeit der erfindungsgemäßen Wirkstoffkombinationen erheblich höher als die Summe der Wirkungen der einzelnen Wirkstoffe.Surprisingly, the herbicidal activity of the active compound combinations according to the invention is considerably higher than the sum of the effects of the individual active compounds.
Es liegt somit ein nicht vorhersehbarer synergistischer Effekt vor und nicht nur eine Wirkungsergänzung. Die neuen Wirkstoffkombinationen sind in vielen Kulturen gut verträglich, wobei die neuen Wirkstoffkombinationen auch sonst schwer bekämpfbare Unkräuter gut bekämpfen. Die neuen Wirkstoffkombinationen stellen somit eine wertvolle Bereicherung der Herbizide dar.There is thus an unpredictable synergistic effect and not just an effect supplement. The new drug combinations are well tolerated in many cultures, with the new drug combinations also fight otherwise difficult to control weeds well. The new drug combinations thus represent a valuable enrichment of the herbicides.
Der synergistische Effekt der erfindungsgemäßen Wirkstoffkombinationen ist bei bestimmten Konzentrationsverhältnissen besonders stark ausgeprägt. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den Wirkstoffkombinationen in relativ großen Bereichen variiert werden. Im allgemeinen entfallen auf 1 Gewichtsteil Wirkstoff der Gruppe 1 0,01 bis 1000 Gewichtsteile, vorzugsweise 0,02 bis 500 Gewichtsteile und besonders bevorzugt 0,05 bis 100 Gewichtsteile Wirkstoff der Gruppe 2.The synergistic effect of the active compound combinations according to the invention is particularly pronounced in certain concentration ratios. However, the weight ratios of the active ingredients in the drug combinations can be varied in relatively large ranges. In general, 1 part by weight of active compound of group 1 accounts for 0.01 to 1000 parts by weight, preferably 0.02 to 500 parts by weight and more preferably 0.05 to 100 parts by weight of active compound of group 2.
Als Beispiele für die erfindungsgemäßen Wirkstoffkombinationen seien genannt:
- Flufenacet + Imazamox.
- Flufenacet + Imazamox.
Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden, wie erwünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich natürlich vorkommender Kulturpflanzen). Kulturpflanzen können Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechnologische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. Unter Pflanzenteilen sollen alle oberirdischen und unterirdischen Pflanzenteile und Organe der Pflanzen, wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei beispielhaft Blätter, Nadeln, Stengel, Stämme, Blüten, Fruchtkörper, Früchte und Samen sowie Wurzeln, Knollen und Rhiozome aufgeführt werden. Zu den Pflanzenteilen gehört auch vegetatives und generatives Vermehrungsmaterial, beispielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen.According to the invention, all plants and parts of plants can be treated. In this context, plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants may be plants produced by conventional breeding and optimization methods or by biotechnology and genetic engineering methods or combinations of these methods can be obtained, including the transgenic plants and including the plant varieties protectable or non-protectable plant varieties. Plant parts are to be understood as meaning all aboveground and underground plant parts and organs of the plants, such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes. The plant parts also include vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den Wirkstoffen erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lagerraum nach den üblichen Behandlungsmethoden, z.B. durch Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen, Aufstreichen und bei Vermehrungsmaterial, insbesondere bei Samen weiterhin durch ein- oder mehrschichtiges Umhüllen.The treatment according to the invention of the plants and plant parts with the active ingredients is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, spreading, spreading and in propagation material, in particular in the case of seeds, by single or multilayer coating.
Unter den durch biotechnologische und gentechnologische Methoden oder durch Kombination dieser Methoden erhaltenen Pflanzen werden solche Pflanzen hervorgehoben, die sog. 4-HPPD-, EPSP- und/oder PPO-Hemmstoffe tolerieren, wie z.B. Acuron-Pflanzen.Among the plants obtained by biotechnological and genetic engineering methods or by a combination of these methods are those plants which tolerate so-called 4-HPPD, EPSP and / or PPO inhibitors, e.g. Acuron plants.
Die erfindungsgemäßen Wirkstoffe können z.B. bei den folgenden Pflanzen verwendet werden:
- Dikotyle Unkräuter der Gattungen: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.
- Dikotyle Kulturen der Gattungen: Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus, Daucus, Glycine, Gossypium, Ipomoea, Lactuca, Linum, Lycopersicon, Nicotiana, Phaseolus, Pisum, Solanum, Vicia.
- Monokotyle Unkräuter der Gattungen: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum.
- Monokotyle Kulturen der Gattungen: Allium, Ananas, Asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, Zea.
- Dicotyledonous weeds of the genera: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga Galium Hibiscus Ipomoea Kochia Lamium Lepidium Lindernia Matricaria Mentha Mercurialis Mullugo Myosotis Papaver Pharbitis Plantago Polygonum Portulaca Ranunculus Raphanus Rorippa Rotala Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.
- Dicotyledonous cultures of the genera: Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus, Daucus, Glycine, Gossypium, Ipomoea, Lactuca, Linum, Lycopersicon, Nicotiana, Phaseolus, Pisum, Solanum, Vicia.
- Monocotyledonous weeds of the genera: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata , Ishumum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum.
- Monocotyledonous cultures of the genera: Allium, Pineapple, Asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, Zea.
Die Verwendung der erfindungsgemäßen Wirkstoffkombinationen ist jedoch keineswegs auf diese Gattungen beschränkt, sondern erstreckt sich in gleicher Weise auch auf andere Pflanzen.However, the use of the active compound combinations according to the invention is by no means restricted to these genera, but extends in the same way to other plants.
Die erfindungsgemäß zu verwendenden Wirkstoffkombinationen können sowohl in konventionellen Anbauverfahren (Reihenkulturen mit geeigneter Reihenweite) in Plantagenkulturen (z.B. Wein, Obst, Zitrus) sowie in Industrie- und Gleisanlagen, auf Wegen und Plätzen, aber auch zur Stoppelbehandlung und beim Minimum-Tillage-Verfahren eingesetzt werden. Sie eignen sich weiterhin als Abbrenner (Krautabtötung z.B. in Kartoffeln) oder als Defoliantien (z.B. in Baumwolle). Ferner sind sind sie für den Einsatz auf Bracheflächen geeignet. Weitere Einsatzgebiete sind Baumschulen, Forst, Grünland und Zierpflanzenbau.The active compound combinations to be used according to the invention can be used both in conventional cultivation methods (row crops with suitable row width) in plantation crops (eg wine, fruit, citrus) as well as in industrial and track systems, on paths and squares, but also in stubble treatment and minimum tillage methods become. They are also suitable as Abbrenner (Krautabtötung eg in potatoes) or as Defoliantien (eg in cotton). Furthermore, they are suitable for use on fallow land. Other fields of application are nurseries, forestry, grassland and ornamental plants.
Die Wirkstoffkombinationen können in die üblichen Formulierungen übergeführt werden, wie Lösungen, Emulsionen, Spritzpulver, Suspensionen, Pulver, Stäubemittel, Pasten, lösliche Pulver, Granulate, Suspensions-Emulsions-Konzentrate, Wirkstoff-imprägnierte Natur- und synthetische Stoffe sowie Feinstverkapselungen in polymeren Stoffen.The active compound combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, active substance-impregnated natural and synthetic substances and ultrafine encapsulations in polymeric substances.
Diese Formulierungen werden in bekannter Weise hergestellt, z.B. durch Vermischen der Wirkstoffe mit Streckmitteln, also flüssigen Lösungsmitteln und/oder festen Trägerstoffen, gegebenenfalls unter Verwendung von oberflächenaktiven Mitteln, also Emulgiermitteln und/oder Dispergiermitteln und/oder schaumerzeugenden Mitteln.These formulations are prepared in a known manner, e.g. by mixing the active compounds with extenders, ie liquid solvents and / or solid carriers, if appropriate using surface-active agents, ie emulsifiers and / or dispersants and / or foam-forming agents.
Im Falle der Benutzung von Wasser als Streckmittel können z.B. auch organische Lösungsmittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösungsmittel kommen im wesentlichen in Frage: Aromaten, wie Xylol, Toluol, oder Alkylnaphthaline, chlorierte Aromaten und chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole, Chlorethylene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z.B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole, wie Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methylethylketon, Methyl-isobutylketon oder Cyclohexanon, stark polare Lösungsmittel, wie Dimethylformamid und Dimethylsulfoxid, sowie Wasser.In the case of using water as an extender, e.g. also organic solvents can be used as auxiliary solvents. Suitable liquid solvents are essentially: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
Als feste Trägerstoffe kommen in Frage:
z.B. Ammoniumsalze und natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Gesteinsmehle, wie hochdisperse Kieselsäure, Aluminiumoxid und Silikate, als feste Trägerstoffe für Granulate kommen in Frage: z.B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material wie Sägemehl, Kokosnußschalen, Maiskolben und Tabakstengeln; als Emulgier- und/oder schaumerzeugende Mittel kommen in Frage: z.B. nichtionogene und anionische Emulgatoren, wie Polyoxyethylen-Fettsäure-Ester, Polyoxyethylen-Fettalkohol-Ether, z.B. Alkylarylpolyglykolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate sowie Eiweißhydrolysate; als Dispergiermittel kommen in Frage: z.B. Lignin-Sulfitablaugen und Methylcellulose.Suitable solid carriers are:
For example, ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic minerals, such as finely divided silica, alumina and silicates, as solid carriers for granules in question: eg broken and fractionated natural rocks such Calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, coconut shells, corn cobs and tobacco stalks; as emulsifying and / or foam-producing agents come into question: eg nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates and protein hydrolysates; suitable dispersants are: for example lignin-sulphite liquors and methylcellulose.
Es können in den Formulierungen Haftmittel wie Carboxymethylcellulose, natürliche und synthetische pulvrige, körnige oder latexförmige Polymere verwendet werden, wie Gummiarabicum, Polyvinylalkohol, Polyvinylacetat, sowie natürliche Phospholipide, wie Kephaline und Lecithine und synthetische Phospholipide. Weitere Additive können mineralische und vegetabile Öle sein.Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids may be used in the formulations. Other additives may be mineral and vegetable oils.
Es können Farbstoffe wie anorganische Pigmente, z.B. Eisenoxid, Titanoxid, Ferrocyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyaninfarbstoffe und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink verwendet werden.Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Die Formulierungen enthalten im allgemeinen zwischen 0,1 und 95 Gewichtsprozent an Wirkstoffen, vorzugsweise zwischen 0,5 und 90 %.The formulations generally contain between 0.1 and 95% by weight of active ingredients, preferably between 0.5 and 90%.
Die erfindungsgemäßen Wirkstoffkombinationen werden im allgemeinen in Form von Fertigformulierungen zur Anwendung gebracht. Die in den Wirkstoffkombinationen enthaltenen Wirkstoffe können aber auch in Einzelformulierungen bei der Anwendung gemischt, d.h. in Form von Tankmischungen zur Anwendung gebracht werden.The active compound combinations according to the invention are generally used in the form of ready-to-use formulations. However, the active substances contained in the active ingredient combinations can also be mixed in individual formulations in the application, i. in the form of tank mixes are used.
Die neuen Wirkstoffkombinationen können als solche oder in ihren Formulierungen weiterhin auch in Mischung mit anderen bekannten Herbiziden Verwendung finden, wobei wiederum Fertigformulierungen oder Tankmischungen möglich sind. Auch eine Mischung mit anderen bekannten Wirkstoffen, wie Fungiziden, Insektiziden, Akariziden, Nematiziden, Schutzstoffen gegen Vogelfraß, Wuchsstoffen, Pflanzennährstoffen und Bodenstrukturverbesserungsmitteln ist möglich. Für bestimmte Anwendungszwecke, insbesondere im Nachauflauf-Verfahren, kann es ferner vorteilhaft sein, in die Formulierungen als weitere Zusatzstoffe pflanzenverträgliche mineralische oder vegetabilische Öle (z.B. das Handelspräparat "Oleo DuPont 11E") oder Ammoniumsalze wie z.B. Ammoniumsulfat oder Ammoniumrhodanid aufzunehmen.The novel drug combinations can continue to be used as such or in their formulations in admixture with other known herbicides, which in turn finished formulations or tank mixes are possible. A mixture with other known active ingredients such as fungicides, insecticides, acaricides, nematicides, bird repellants, growth factors, plant nutrients and soil conditioners is also possible. For certain applications, in particular postemergence, it may also be advantageous be included in the formulations as further additives plant-compatible mineral or vegetable oils (eg the commercial preparation "Oleo DuPont 11E") or ammonium salts such as ammonium sulfate or ammonium thiocyanate.
Die neuen Wirkstoffkombinationen können als solche, in Form ihrer Formulierungen oder der daraus durch weiteres Verdünnen bereiteten Anwendungsformen, wie gebrauchsfertige Lösungen, Suspensionen, Emulsionen, Pulver, Pasten und Granulate angewandt werden. Die Anwendung geschieht in üblicher Weise, z.B. durch Gießen, Spritzen, Sprühen, Stäuben oder Streuen.The novel drug combinations can be used as such, in the form of their formulations or the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. The application is done in the usual way, e.g. by pouring, spraying, spraying, dusts or spreading.
Die erfindungsgemäßen Wirkstoffkombinationen können vor und nach dem Auflaufen der Pflanzen appliziert werden, also im Vorauflauf und Nachauflauf-Verfahren. Sie können auch vor der Saat in den Boden eingearbeitet werden.The active compound combinations according to the invention can be applied before and after the emergence of the plants, that is, in the pre-emergence and postemergence process. They can also be incorporated into the soil before sowing.
Ein synergistischer Effekt liegt bei Herbiziden immer dann vor, wenn die herbizide Wirkung der Wirkstoffkombination größer ist als die der einzelnen applizierten Wirkstoffe.A synergistic effect is always present in herbicides if the herbicidal action of the active ingredient combination is greater than that of the individual active substances applied.
Die zu erwartende Wirkung für eine gegebene Kombination zweier Herbizide kann wie folgt berechnet werden (vgl.
-
X = % Schädigung durch Herbizid A (Wirkstoff der Gruppe 1) bei p kg/ha Aufwandmenge
undX =% damage by herbicide A (active substance of group 1) at p kg / ha application rate
and -
Y = % Schädigung durch Herbizid B (Wirkstoff der Gruppe 2) bei q kg/ha Aufwandmenge
undY =% damage by herbicide B (active substance of group 2) at q kg / ha application rate
and -
E = die erwartete Schädigung der Herbizide A und B bei p und q kg/ha Aufwandmenge,
dann ist
then
Ist die tatsächliche Schädigung größer als berechnet, so ist die Kombination in ihrer Wirkung überadditiv, das heißt, sie zeigt einen synergistischen Effekt.If the actual damage is greater than calculated, the combination is over-additive in its effect, that is, it shows a synergistic effect.
Die Wirkstoffkombinationen der vorliegenden Erfindung weisen in der Tat die Eigenschaft auf, dass ihre gefundene herbizide Wirkung stärker ist als die berechnete, das heißt, dass die neuen Wirkstoffkombinationen synergistisch wirken.In fact, the active ingredient combinations of the present invention have the property that their herbicidal activity found is stronger than calculated, that is, the new active ingredient combinations act synergistically.
Claims (5)
- Composition, comprising an effective amount of an active compound combination consisting of(a) compound N-i-propyl-N-(4-fluoro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide (flufenacet).
("active compound of group 1") and(b) the compound 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-3-pyridinecarboxylic acid (imazamox)
("active compound of group 2"). - Composition according to Claim 1, characterized in that from 0.01 to 1000 parts by weight of the active compound(s) from the second group of herbicides (component b)) are used per part by weight of active compound of group 1.
- Use of a composition according to either of Claims 1 and 2 for controlling undesirable plants.
- Method for controlling undesirable plants, characterized in that compositions according to either of Claims 1 and 2 are allowed to act on the undesirable plants and/or their habitat.
- Process for preparing a herbicidal composition, characterized in that a composition according to either of Claims 1 and 2 is mixed with surfactants and/or extenders.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10025306 | 2000-05-22 | ||
DE10041619A DE10041619A1 (en) | 2000-05-22 | 2000-08-24 | Selective herbicides based on heteroaryloxyacetamides |
EP05005219.0A EP1552746B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP01943335A EP1298996A1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
Related Parent Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP05005219.0A Division EP1552746B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP05005219.0A Division-Into EP1552746B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP01943335A Division EP1298996A1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP01943335.8 Division | 2001-05-09 | ||
EP05005219.0 Division | 2005-03-10 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP2243364A2 EP2243364A2 (en) | 2010-10-27 |
EP2243364A3 EP2243364A3 (en) | 2012-08-08 |
EP2243364B1 true EP2243364B1 (en) | 2015-04-08 |
Family
ID=7643120
Family Applications (11)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10158924A Withdrawn EP2243366A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158913.3A Expired - Lifetime EP2243361B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP05005219.0A Expired - Lifetime EP1552746B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158932A Withdrawn EP2243369A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158925A Withdrawn EP2243367A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158918A Withdrawn EP2243365A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158929A Withdrawn EP2243368A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158916.6A Expired - Lifetime EP2243363B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158915.8A Revoked EP2243362B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158917.4A Expired - Lifetime EP2243364B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158933A Withdrawn EP2243370A2 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
Family Applications Before (9)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10158924A Withdrawn EP2243366A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158913.3A Expired - Lifetime EP2243361B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP05005219.0A Expired - Lifetime EP1552746B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158932A Withdrawn EP2243369A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158925A Withdrawn EP2243367A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158918A Withdrawn EP2243365A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158929A Withdrawn EP2243368A3 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158916.6A Expired - Lifetime EP2243363B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
EP10158915.8A Revoked EP2243362B1 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10158933A Withdrawn EP2243370A2 (en) | 2000-05-22 | 2001-05-09 | Selective heteroaryloxy-acetamide-based herbicides |
Country Status (13)
Country | Link |
---|---|
EP (11) | EP2243366A3 (en) |
AR (1) | AR035572A1 (en) |
BG (1) | BG65940B1 (en) |
DE (1) | DE10041619A1 (en) |
DK (5) | DK2243361T3 (en) |
ES (5) | ES2531196T3 (en) |
HU (9) | HU230835B1 (en) |
PL (2) | PL218352B1 (en) |
PT (5) | PT2243363E (en) |
RU (1) | RU2273994C2 (en) |
UA (1) | UA73175C2 (en) |
YU (1) | YU87402A (en) |
ZA (1) | ZA200208479B (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PT3412358T (en) | 2014-02-06 | 2022-08-24 | Gambro Lundia Ab | Membrane for blood purification |
KR102422691B1 (en) | 2014-02-06 | 2022-07-18 | 감브로 룬디아 아베 | Hemodialyzer for blood purification |
GB2532218B (en) * | 2014-11-11 | 2019-11-20 | Rotam Agrochem Int Co Ltd | Herbicidal composition and method for controlling plant growth |
GB2532217B (en) * | 2014-11-11 | 2019-05-15 | Rotam Agrochem Int Co Ltd | Herbicidal composition and method for controlling plant growth |
RU2698056C1 (en) * | 2018-12-26 | 2019-08-21 | АО "Щелково Агрохим" | Synergistic herbicidal composition |
BR102020019866A2 (en) * | 2020-09-28 | 2022-04-12 | Upl Do Brasil Industria E Comercio De Insumos Agropecuarios S.A. | Combinations of chloroacetanilide herbicides with phytoprotectants |
BE1028935B1 (en) | 2020-12-22 | 2022-07-19 | Globachem | HERBICIDE PREPARATIONS |
Family Cites Families (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0005501B1 (en) | 1978-05-20 | 1981-11-25 | Bayer Ag | Heteroaryloxy-acetamides, process for their preparation and their use as herbicides |
EP0018497B1 (en) | 1979-04-06 | 1982-04-28 | Bayer Ag | Azolyloxy-acetamides, process for their preparation and their use as herbicides |
DE2946524A1 (en) | 1979-11-17 | 1981-06-11 | Bayer Ag, 5090 Leverkusen | AZOLYLOXY-CARBONIC ACID-N-OXY-AMIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS HERBICIDES |
DE3377679D1 (en) | 1982-05-17 | 1988-09-15 | Ibm | Designation of footnotes and footnote references |
DE3228147A1 (en) | 1982-07-28 | 1984-02-09 | Bayer Ag, 5090 Leverkusen | SUBSTITUTED 3-TRIHALOGENMETHYL-1,2,4-THIADIAZOL-5-YL-OXYACETIC ACID AMIDES, METHODS FOR THE PRODUCTION THEREOF AND THEIR USE AS HERBICIDES |
DE3228131A1 (en) | 1982-07-28 | 1984-02-02 | Bayer Ag, 5090 Leverkusen | SUBSTITUTED 3-TRICHLORMETHYL-1,2,4-THIADIAZOL-5-YL-OXYACETIC ACID AMIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS HERBICIDES |
DE3418167A1 (en) | 1984-05-16 | 1985-11-21 | Bayer Ag, 5090 Leverkusen | Use of amides for improving the crop plant compatibility of herbicidally active heteroaryloxyacetamides |
DE3418168A1 (en) | 1984-05-16 | 1985-11-21 | Bayer Ag, 5090 Leverkusen | 6-CHLORBENZAZOLYLOXYACETAMIDE |
DE3505902A1 (en) | 1985-02-21 | 1986-08-21 | Bayer Ag, 5090 Leverkusen | 4,5-DISUBSTITUTED 1,3-THIAZOL-2-YLOXYACETAMIDE |
DE3821600A1 (en) | 1988-06-27 | 1989-12-28 | Bayer Ag | HETEROARYLOXYACETIC ACID-N-ISOPROPYLANILIDE |
DE3821597A1 (en) | 1988-06-27 | 1989-12-28 | Bayer Ag | 5-DIFLUORMETHYL-1,3,4-THIADIAZOL-2-YL-OXYACETIC ACID, METHOD AND 5-DIFLUORMETHYL-2-METHYLSULFONYL- OR. 2- METHYLTHIO-1,3,4-THIADIAZOLE AS INTERMEDIATE PRODUCTS FOR THEIR PRODUCTION AND THEIR USE AS SELECTIVE HERBICIDES |
DE4039810C1 (en) | 1990-12-13 | 1991-10-17 | Mtu Muenchen Gmbh | |
DE4223465A1 (en) * | 1992-07-16 | 1994-01-20 | Bayer Ag | Herbicidal agents based on heteroaryloxyacetamides |
FR2722371B1 (en) * | 1994-07-12 | 1996-08-30 | Salomon Sa | SHOE ASSEMBLY / DEVICE FOR RETAINING THE SHOE ON A SLIDING MEMBER |
DE4317323A1 (en) | 1993-05-25 | 1994-12-01 | Bayer Ag | N- (4-fluoro-phenyl) heteroaryloxyacetamide |
DE4431219A1 (en) | 1994-09-02 | 1996-03-07 | Bayer Ag | Selective herbicides based on aryluracils |
DE4437049A1 (en) * | 1994-10-17 | 1996-04-18 | Bayer Ag | Selective herbicides based on carbamoyltriazolinones and heteroaryloxyacetamides |
GB9424853D0 (en) | 1994-12-09 | 1995-02-08 | Bayer Ag | New herbicidal compositions |
DE19546751B4 (en) | 1994-12-23 | 2005-02-17 | Bayer Cropscience Ag | Selective herbicides based on heteroaryloxy-acetamides |
ES2128984B1 (en) | 1996-05-24 | 2000-02-01 | Bayer Ag | HERBICIDES BASED ON HETEROARILOXI-ACETAMIDAS FOR USE IN RICE CULTIVATION. |
US5985797A (en) | 1996-07-17 | 1999-11-16 | Bayer Aktiengesellschaft | Herbicidal compositions based on N-isopropyl-N-(4-fluorophenyl) (5-trifluoromethyl-1,3,4-thiadiazol-2-yloxy)acetamide |
DE19728568B4 (en) * | 1996-07-17 | 2007-06-14 | Bayer Cropscience Ag | Herbicides based on (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) -acetic acid N-isopropyl-N- (4-fluorophenyl) -amide |
DE19634701A1 (en) | 1996-08-28 | 1998-03-05 | Bayer Ag | Herbicidal agents based on 4-bromo-l-methyl-5-trifluoromethyl-3- (2-fluoro-4-chloro-5-isopropoxycarbonsylphenyl) pyrazole |
US6001774A (en) * | 1997-05-06 | 1999-12-14 | Sumitomo Chemical Company, Limited | Herbicidal composition |
JP4200559B2 (en) | 1998-10-23 | 2008-12-24 | 住友化学株式会社 | Herbicidal composition |
-
2000
- 2000-08-24 DE DE10041619A patent/DE10041619A1/en not_active Withdrawn
-
2001
- 2001-04-27 AR ARP010102005A patent/AR035572A1/en active IP Right Grant
- 2001-05-09 PT PT10158916T patent/PT2243363E/en unknown
- 2001-05-09 EP EP10158924A patent/EP2243366A3/en not_active Withdrawn
- 2001-05-09 HU HU1500628A patent/HU230835B1/en unknown
- 2001-05-09 EP EP10158913.3A patent/EP2243361B1/en not_active Expired - Lifetime
- 2001-05-09 ES ES10158916T patent/ES2531196T3/en not_active Expired - Lifetime
- 2001-05-09 PL PL390259A patent/PL218352B1/en unknown
- 2001-05-09 DK DK10158913T patent/DK2243361T3/en active
- 2001-05-09 EP EP05005219.0A patent/EP1552746B1/en not_active Expired - Lifetime
- 2001-05-09 DK DK10158916T patent/DK2243363T3/en active
- 2001-05-09 DK DK10158915T patent/DK2243362T3/en active
- 2001-05-09 ES ES10158913T patent/ES2531261T3/en not_active Expired - Lifetime
- 2001-05-09 ES ES10158915.8T patent/ES2533496T3/en not_active Expired - Lifetime
- 2001-05-09 ES ES05005219.0T patent/ES2535708T3/en not_active Expired - Lifetime
- 2001-05-09 HU HU1500634A patent/HU230521B1/en unknown
- 2001-05-09 EP EP10158932A patent/EP2243369A3/en not_active Withdrawn
- 2001-05-09 HU HU1500632A patent/HU230838B1/en unknown
- 2001-05-09 HU HU1500635A patent/HU230475B1/en unknown
- 2001-05-09 EP EP10158925A patent/EP2243367A3/en not_active Withdrawn
- 2001-05-09 EP EP10158918A patent/EP2243365A3/en not_active Withdrawn
- 2001-05-09 HU HU1500636A patent/HU230839B1/en unknown
- 2001-05-09 HU HU1500630A patent/HU230836B1/en unknown
- 2001-05-09 RU RU2002134758/04A patent/RU2273994C2/en active
- 2001-05-09 EP EP10158929A patent/EP2243368A3/en not_active Withdrawn
- 2001-05-09 PT PT101589174T patent/PT2243364E/en unknown
- 2001-05-09 HU HU1500637A patent/HU230840B1/en unknown
- 2001-05-09 ES ES10158917.4T patent/ES2535751T3/en not_active Expired - Lifetime
- 2001-05-09 PT PT50052190T patent/PT1552746E/en unknown
- 2001-05-09 EP EP10158916.6A patent/EP2243363B1/en not_active Expired - Lifetime
- 2001-05-09 EP EP10158915.8A patent/EP2243362B1/en not_active Revoked
- 2001-05-09 EP EP10158917.4A patent/EP2243364B1/en not_active Expired - Lifetime
- 2001-05-09 HU HU1500631A patent/HU230837B1/en unknown
- 2001-05-09 PT PT101589158T patent/PT2243362E/en unknown
- 2001-05-09 YU YU87402A patent/YU87402A/en unknown
- 2001-05-09 DK DK05005219.0T patent/DK1552746T3/en active
- 2001-05-09 PL PL394461A patent/PL394461A1/en not_active Application Discontinuation
- 2001-05-09 HU HU1500629A patent/HU230520B1/en unknown
- 2001-05-09 EP EP10158933A patent/EP2243370A2/en not_active Withdrawn
- 2001-05-09 PT PT10158913T patent/PT2243361E/en unknown
- 2001-05-09 DK DK10158917T patent/DK2243364T3/en active
- 2001-09-05 UA UA20021210398A patent/UA73175C2/en unknown
-
2002
- 2002-10-21 ZA ZA200208479A patent/ZA200208479B/en unknown
- 2002-11-14 BG BG107274A patent/BG65940B1/en unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1561378B1 (en) | Selective herbicides containing arylsulfonylaminocarbonyltriazolinones | |
EP2434884B1 (en) | Synergetic herbicide combinations containing tembotrione | |
DE19546751B4 (en) | Selective herbicides based on heteroaryloxy-acetamides | |
EP2213170B1 (en) | Herbicidal agents based on heteroaryloxyacetamides | |
EP2272359B1 (en) | Herbicides based on substituted thien-3-yl-sulfonylamino(thio)carbonyl-triazolin(thi)ones and glufosinate-ammonium | |
EP3245873B1 (en) | Herbicidal combination with pelargonic acid and flazasulfuron | |
EP2243364B1 (en) | Selective heteroaryloxy-acetamide-based herbicides | |
EP1489907B1 (en) | Selective herbicides based on substituted aminotriazinones and substituted benzoylcyclohexandiones | |
DE19638886B4 (en) | Selective herbicides based on metribuzin and substituted imidazo [1,2-a] pyridin-3-yl-sulfonyl compounds | |
EP3426041B1 (en) | Herbicidal composition comprising an hppd-inhibitor, isoxadifen-ethyl and metribuzine | |
DE4005930A1 (en) | SELECTIVE HERBICIDES, CONTAINING ETHOFUMESATE, PHENMEDIPHAM, CHLORIDAZONE OR QUINMERAC IN COMBINATION WITH CERTAIN TRIAZOLINONES | |
WO2001013730A1 (en) | Metamitrone and glufosinate-based herbicides | |
WO2000069266A1 (en) | Herbicidal agent based on metamitron and glyphosate or their derivatives and salts |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AC | Divisional application: reference to earlier application |
Ref document number: 1298996 Country of ref document: EP Kind code of ref document: P Ref document number: 1552746 Country of ref document: EP Kind code of ref document: P |
|
AK | Designated contracting states |
Kind code of ref document: A2 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR |
|
AX | Request for extension of the european patent |
Extension state: LT RO SI |
|
PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR |
|
AX | Request for extension of the european patent |
Extension state: LT RO SI |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: A01N 47/36 20060101ALN20120704BHEP Ipc: A01N 43/82 20060101ALI20120704BHEP Ipc: A01N 43/54 20060101ALN20120704BHEP Ipc: A01N 43/18 20060101ALN20120704BHEP Ipc: A01N 43/90 20060101ALN20120704BHEP Ipc: A01N 43/76 20060101ALN20120704BHEP Ipc: A01P 13/02 20060101ALI20120704BHEP Ipc: A01N 43/80 20060101ALN20120704BHEP Ipc: A01N 43/86 20060101ALN20120704BHEP Ipc: A01N 47/38 20060101ALN20120704BHEP Ipc: A01N 43/824 20060101AFI20120704BHEP Ipc: A01N 39/02 20060101ALN20120704BHEP Ipc: A01N 43/42 20060101ALN20120704BHEP Ipc: A01N 25/32 20060101ALN20120704BHEP Ipc: A01N 43/836 20060101ALI20120704BHEP Ipc: A01N 43/50 20060101ALN20120704BHEP Ipc: A01N 37/46 20060101ALN20120704BHEP |
|
17P | Request for examination filed |
Effective date: 20130208 |
|
17Q | First examination report despatched |
Effective date: 20131104 |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: A01N 37/46 20060101ALN20140514BHEP Ipc: A01N 43/50 20060101ALN20140514BHEP Ipc: A01N 43/86 20060101ALN20140514BHEP Ipc: A01N 47/36 20060101ALN20140514BHEP Ipc: A01N 43/90 20060101ALN20140514BHEP Ipc: A01N 39/02 20060101ALN20140514BHEP Ipc: A01N 43/76 20060101ALN20140514BHEP Ipc: A01N 43/54 20060101ALN20140514BHEP Ipc: A01N 43/824 20060101AFI20140514BHEP Ipc: A01N 43/80 20060101ALN20140514BHEP Ipc: A01N 43/82 20060101ALI20140514BHEP Ipc: A01N 43/836 20060101ALI20140514BHEP Ipc: A01N 47/38 20060101ALN20140514BHEP Ipc: A01N 25/32 20060101ALN20140514BHEP Ipc: A01P 13/02 20060101ALI20140514BHEP Ipc: A01N 43/18 20060101ALN20140514BHEP Ipc: A01N 43/42 20060101ALN20140514BHEP |
|
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
INTG | Intention to grant announced |
Effective date: 20140620 |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: A01N 43/76 20060101ALN20141027BHEP Ipc: A01N 47/38 20060101ALN20141027BHEP Ipc: A01N 43/824 20060101AFI20141027BHEP Ipc: A01N 43/54 20060101ALN20141027BHEP Ipc: A01N 37/46 20060101ALN20141027BHEP Ipc: A01N 25/32 20060101ALN20141027BHEP Ipc: A01N 43/86 20060101ALN20141027BHEP Ipc: A01N 43/82 20060101ALI20141027BHEP Ipc: A01N 43/42 20060101ALN20141027BHEP Ipc: A01N 43/90 20060101ALN20141027BHEP Ipc: A01N 39/02 20060101ALN20141027BHEP Ipc: A01N 43/50 20060101ALN20141027BHEP Ipc: A01N 43/836 20060101ALI20141027BHEP Ipc: A01P 13/02 20060101ALI20141027BHEP Ipc: A01N 43/18 20060101ALN20141027BHEP Ipc: A01N 43/80 20060101ALN20141027BHEP Ipc: A01N 47/36 20060101ALN20141027BHEP |
|
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
INTG | Intention to grant announced |
Effective date: 20141209 |
|
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: BAYER INTELLECTUAL PROPERTY GMBH |
|
GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AC | Divisional application: reference to earlier application |
Ref document number: 1298996 Country of ref document: EP Kind code of ref document: P Ref document number: 1552746 Country of ref document: EP Kind code of ref document: P |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D Free format text: NOT ENGLISH |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
REG | Reference to a national code |
Ref country code: DK Ref legal event code: T3 Effective date: 20150427 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D Free format text: LANGUAGE OF EP DOCUMENT: GERMAN |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2535751 Country of ref document: ES Kind code of ref document: T3 Effective date: 20150514 |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: REF Ref document number: 719792 Country of ref document: AT Kind code of ref document: T Effective date: 20150515 |
|
REG | Reference to a national code |
Ref country code: SE Ref legal event code: TRGR |
|
REG | Reference to a national code |
Ref country code: NL Ref legal event code: T3 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 50116472 Country of ref document: DE Effective date: 20150521 |
|
REG | Reference to a national code |
Ref country code: PT Ref legal event code: SC4A Free format text: AVAILABILITY OF NATIONAL TRANSLATION Effective date: 20150428 |
|
REG | Reference to a national code |
Ref country code: GR Ref legal event code: EP Ref document number: 20150400913 Country of ref document: GR Effective date: 20150518 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R097 Ref document number: 50116472 Country of ref document: DE |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150408 |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed |
Effective date: 20160111 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 16 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 17 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150408 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20150509 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 18 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R081 Ref document number: 50116472 Country of ref document: DE Owner name: BAYER CROPSCIENCE AKTIENGESELLSCHAFT, DE Free format text: FORMER OWNER: BAYER INTELLECTUAL PROPERTY GMBH, 40789 MONHEIM, DE |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GR Payment date: 20200429 Year of fee payment: 20 Ref country code: IE Payment date: 20200513 Year of fee payment: 20 Ref country code: ES Payment date: 20200601 Year of fee payment: 20 Ref country code: FI Payment date: 20200511 Year of fee payment: 20 Ref country code: CH Payment date: 20200515 Year of fee payment: 20 Ref country code: NL Payment date: 20200513 Year of fee payment: 20 Ref country code: DK Payment date: 20200512 Year of fee payment: 20 Ref country code: FR Payment date: 20200505 Year of fee payment: 20 Ref country code: PT Payment date: 20200428 Year of fee payment: 20 Ref country code: DE Payment date: 20200428 Year of fee payment: 20 Ref country code: TR Payment date: 20200508 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20200429 Year of fee payment: 20 Ref country code: IT Payment date: 20200428 Year of fee payment: 20 Ref country code: SE Payment date: 20200512 Year of fee payment: 20 Ref country code: BE Payment date: 20200424 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 20200428 Year of fee payment: 20 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R071 Ref document number: 50116472 Country of ref document: DE |
|
REG | Reference to a national code |
Ref country code: DK Ref legal event code: EUP Expiry date: 20210509 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: PE20 Expiry date: 20210508 |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: MK07 Ref document number: 719792 Country of ref document: AT Kind code of ref document: T Effective date: 20210509 Ref country code: FI Ref legal event code: MAE |
|
REG | Reference to a national code |
Ref country code: NL Ref legal event code: MK Effective date: 20210508 |
|
REG | Reference to a national code |
Ref country code: BE Ref legal event code: MK Effective date: 20210509 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: MK9A |
|
REG | Reference to a national code |
Ref country code: SE Ref legal event code: EUG |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: PT Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20210519 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20210508 Ref country code: IE Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20210509 |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FD2A Effective date: 20220128 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20210510 |